[go: up one dir, main page]

WO2014016740A3 - Improved process for the preparation of pralatrexate - Google Patents

Improved process for the preparation of pralatrexate Download PDF

Info

Publication number
WO2014016740A3
WO2014016740A3 PCT/IB2013/055912 IB2013055912W WO2014016740A3 WO 2014016740 A3 WO2014016740 A3 WO 2014016740A3 IB 2013055912 W IB2013055912 W IB 2013055912W WO 2014016740 A3 WO2014016740 A3 WO 2014016740A3
Authority
WO
WIPO (PCT)
Prior art keywords
pralatrexate
preparation
improved process
relates
useful
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IB2013/055912
Other languages
French (fr)
Other versions
WO2014016740A2 (en
Inventor
Saswata Lahiri
Nitin Gupta
Hemant Kumar Singh
Nilendu Panda
Vishal Handa
Azim Abul
Chandan Kumar Gupta
Sunil Sanghani
Ghanashyam Madhukar SONAVANE
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fresenius Kabi Oncology Ltd
Original Assignee
Fresenius Kabi Oncology Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fresenius Kabi Oncology Ltd filed Critical Fresenius Kabi Oncology Ltd
Priority to US14/416,127 priority Critical patent/US9440979B2/en
Publication of WO2014016740A2 publication Critical patent/WO2014016740A2/en
Publication of WO2014016740A3 publication Critical patent/WO2014016740A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D475/00—Heterocyclic compounds containing pteridine ring systems
    • C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
    • C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Peptides Or Proteins (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

An improved process for the preparation of Pralatrexate which is less hazardous. The invention further relates to novel intermediates and process thereof useful for the preparation of Pralatrexate. The present invention also relates to a substantially pure Pralatrexate and a process for obtaining the same in high yield.
PCT/IB2013/055912 2012-07-23 2013-07-18 Improved process for the preparation of pralatrexate Ceased WO2014016740A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/416,127 US9440979B2 (en) 2012-07-23 2013-07-18 Process for the preparation of pralatrexate

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN2271/DEL/2012 2012-07-23
IN2271DE2012 2012-07-23
IN1090DE2013 2013-04-11
IN1090/DEL/2013 2013-04-11

Publications (2)

Publication Number Publication Date
WO2014016740A2 WO2014016740A2 (en) 2014-01-30
WO2014016740A3 true WO2014016740A3 (en) 2014-03-20

Family

ID=48949196

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2013/055912 Ceased WO2014016740A2 (en) 2012-07-23 2013-07-18 Improved process for the preparation of pralatrexate

Country Status (2)

Country Link
US (1) US9440979B2 (en)
WO (1) WO2014016740A2 (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014068599A2 (en) * 2012-11-02 2014-05-08 Hetero Research Foundation Process for pralatrexate
CN107488178B (en) * 2016-06-10 2020-05-12 山东新时代药业有限公司 Preparation method of high-purity pralatrexate intermediate
CN107488112B (en) * 2016-06-10 2021-06-04 山东新时代药业有限公司 Preparation method of pralatrexate intermediate
US20180236098A1 (en) 2016-08-12 2018-08-23 L.E.A.F. Holdings Group Llc Alpha and gamma-d polyglutamated antifolates and uses thereof
EP3496757A4 (en) 2016-08-12 2020-04-15 L.E.A.F Holdings Group LLC POLYGLUTAMATE ANTIFOLATES AND USES THEREOF
CN108069971B (en) * 2016-11-18 2021-02-12 鲁南制药集团股份有限公司 Refining method of pralatrexate intermediate
US12076402B2 (en) 2018-02-07 2024-09-03 L.E.A.F. Holdings Group Llc Alpha polyglutamated antifolates and uses thereof
US12246015B2 (en) 2018-02-07 2025-03-11 L.E.A.F. Holdings Group Llc Alpha polyglutamated raltitrexed and uses thereof
CA3090506A1 (en) 2018-02-07 2019-08-15 L.E.A.F. Holdings Group Llc Alpha polyglutamated tetrahydrofolates and uses thereof
WO2019157145A1 (en) 2018-02-07 2019-08-15 L.E.A.F. Holdings Group Llc Gamma polyglutamated pemetrexed and uses thereof
US12220431B2 (en) 2018-02-07 2025-02-11 L.E.A.F. Holdings Group Llc Gamma polyglutamated antifolates and uses thereof
EP3749317A4 (en) 2018-02-07 2022-06-22 L.E.A.F Holdings Group LLC Alpha polyglutamated pemetrexed and uses thereof
JP7491573B2 (en) 2018-02-07 2024-05-28 エル．イー．エー．エフ． ホールディングス グループ エルエルシー Alpha polyglutamated methotrexate and uses thereof
EP3749318A4 (en) 2018-02-07 2022-07-06 L.E.A.F Holdings Group LLC RALTITREXED GAMMA-POLYGLUTAMATE AND ASSOCIATED USES
US11730738B2 (en) 2018-02-07 2023-08-22 L.E.A.F. Holdings Group Llc Alpha polyglutamated pralatrexate and uses thereof
US12246019B2 (en) 2018-02-07 2025-03-11 L.E.A.F. Holdings Group Llc Alpha polyglutamated lometrexol and uses thereof
CA3090753A1 (en) 2018-02-14 2019-08-22 L.E.A.F. Holdings Group Llc Gamma polyglutamated pralatrexate and uses thereof
CA3090989A1 (en) 2018-02-14 2019-08-22 L.E.A.F. Holdings Group Llc Gamma polyglutamated methotrexate and uses thereof
EP3752158A4 (en) 2018-02-14 2022-03-09 L.E.A.F Holdings Group LLC POLYGLUTAMIC GAMMA AMINOPTERINE AND ITS USES
WO2019160734A1 (en) 2018-02-14 2019-08-22 L.E.A.F. Holdings Group Llc Gamma polyglutamated lometrexol and uses thereof
WO2019160735A1 (en) 2018-02-14 2019-08-22 L.E.A.F. Holdings Group Llc Gamma polyglutamated tetrahydrofolates and uses thereof
WO2023113967A1 (en) * 2021-12-13 2023-06-22 Joseph Degraw Process for the preparation of dimethyl alpha-propargyl homoterephthalate

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011096947A1 (en) * 2010-02-02 2011-08-11 Allos Therapeutics, Inc. Optically pure diastereomers of 10-propargyl-10-deazaaminopterin and methods of using same
WO2013096800A1 (en) * 2011-12-21 2013-06-27 Plus Chemicals S.A. Processes and intermediates for preparing pralatrexate

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5374726A (en) 1992-03-03 1994-12-20 Degraw; Joseph I. Process for preparing 10-deazaaminopterins and 5,10-and 8,10-dideazaaminopterins from pteroic dicarboxylic acid diesters
US5354741A (en) 1993-05-07 1994-10-11 American Cyanamid Company Diaryl (pyridinio and isoquinolinio) boron insecticidal and acaricidal agents
DE69738981D1 (en) 1996-07-17 2008-10-23 Sloan Kettering Inst Cancer PURIFIED PREPARATIONS OF 10-PROPARGYL-10-DEAZAAMINEOPTERINE AND METHOD FOR THEIR USE IN TUMOR TREATMENT

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011096947A1 (en) * 2010-02-02 2011-08-11 Allos Therapeutics, Inc. Optically pure diastereomers of 10-propargyl-10-deazaaminopterin and methods of using same
WO2013096800A1 (en) * 2011-12-21 2013-06-27 Plus Chemicals S.A. Processes and intermediates for preparing pralatrexate

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DEGRAW J I ET AL: "SYNTHESIS AND ANTITUMOR ACTIVITY OF 10-PROPARGYL-10-DEAZAAMINOPTERIN", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 36, 1 January 1993 (1993-01-01), pages 2228 - 2231, XP000941891, ISSN: 0022-2623, DOI: 10.1021/JM00067A020 *

Also Published As

Publication number Publication date
WO2014016740A2 (en) 2014-01-30
US9440979B2 (en) 2016-09-13
US20150183789A1 (en) 2015-07-02

Similar Documents

Publication Publication Date Title
WO2014016740A3 (en) Improved process for the preparation of pralatrexate
WO2011138281A3 (en) Process for the preparation of dithiine tetracarboxydiimides
EP3778606A3 (en) Condensed imidazolylimidazoles as antiviral compounds
WO2013121436A3 (en) A process for preparation of rivaroxaban and intermediates thereof
WO2014057498A3 (en) Process for the preparation of cobicistat intermediates
PL2714710T3 (en) Process for the production of estetrol intermediates
HK1221472A1 (en) A method for increasing pyro-glutamic acid formation of a protein
MY192466A (en) Processes for the preparation of an apoptosis-inducing agent
IN2012MU03723A (en)
MX2014014138A (en) New process for the preparation of 2-cyclopentyl-6-methoxy-isonic otinic acid.
LT2714712T (en) Process for the production of estetrol intermediates
HUP1100701A2 (en) Novel process for the preparation of travoprost
WO2011004402A3 (en) Improved process for the preparation of ambrisentan and novel intermediates thereof
WO2013108105A3 (en) Novel solvates of darunavir
WO2013168176A3 (en) Process for preparation of fosaprepitant and salt thereof
TN2012000542A1 (en) Agomelatine intermediates and preparation method thereof
MY175464A (en) Synthesis of trans-8-chloro-5-methyl-1-[4-(pyridin-2-yloxy)-cyclohexyl]-5,6-dihydro-4h-2,3,5,10b-tetraaza-benzo[e]azulene and crytalline forms thereof
WO2014087208A3 (en) A process of preparing alcaftadine
WO2014064712A3 (en) An improved process for the preparation of fulvestrant
WO2014068599A3 (en) Process for pralatrexate
WO2014118606A3 (en) A novel process for the preparation of silodosin
WO2013072938A3 (en) Process for the preparation of roflumilast
WO2014102759A3 (en) Process for the preparation of dasatinib and its intermediates
MX349985B (en) Process for preparing cis-alkoxy-substituted spirocyclic phenylacetylamino acid esters and cis-alkoxy-substituted spirocyclic 1-h-pyrrolidine-2,4-dione derivatives.
WO2014178064A3 (en) "an improved process for the preparation of fluvoxamine maleate"

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 13747526

Country of ref document: EP

Kind code of ref document: A2

WWE Wipo information: entry into national phase

Ref document number: 14416127

Country of ref document: US

122 Ep: pct application non-entry in european phase

Ref document number: 13747526

Country of ref document: EP

Kind code of ref document: A2